
House holiday rentals in Chesterfield
Find and book unique houses on Airbnb
Quick stats about house rentals in Chesterfield

Total holiday rentals
Explore 80 holiday rentals in Chesterfield

Nightly prices starting at
Chesterfield holiday rentals start at $68 NZD per night before taxes and fees

Verified guest reviews
Over 4,380 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
70 of Chesterfield holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Chesterfield rentals

4.8 Average rating
Chesterfield stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated house rentals in Chesterfield
Guests agree: These houses are highly rated for location, cleanliness and more.

Beautiful Barn surrounded by open countryside
A beautiful barn conversion surrounded by open countryside within The Peak District National Park. Ideally situated for exploring the Peak District, with excellent footpath access across the moors or the Sheffield Lakeland from the door . The City is only a short drive away with all of it's amenities. There is an excellent choice of local pubs and restaurants serving great food, local beers plus for Fine Dining, we are only 10 mins away from Sheffield's only Michelin starred restaurant Joro.
FamilyLocationGetting around

Panoramic views, calf feeding, Bakewell Chatsworth
The Garden Nook offers complete privacy and is located in a perfect spot for everything. Newly converted and set within 55 acres of impressive private land, gardens, and fruit orchards. A rejuvenating location to unwind and reconnect with nature in such a tranquil environment. The comfy contemporary haven with tasteful decoration, stylish furniture, and spectacular views is the perfect place to relax. Watching lambs skipping around the orchard is a delightful bonus! Tractor experiences available
LocationValueNearby

The Stables House, Lomberdale Hall. 4 to 7 guests
Spacious detached private house, 3,000 sq ft/ 275 sq m. Own drive. 3 acres of grounds. Log burner (fuel provided) Front, back and garden doors; Entrance hall, sweeping staircase, beautiful sitting room, library stuffed with books, 3 large bedrooms (Vispring beds) plus 3 fab bathrooms with baths & separate showers - plus a single bed downstairs. Warm kitchen, utility room & larder. Antique furniture, lovely curtains. Perfect for families, couples, groups. Walking galore! 3 Pubs in the village.
FamilyLocationCleanliness

Bright - 2 Bedroomed House in Derbyshire
Your family will be close to everything when you stay at this centrally located town house within walking distance from Chesterfield's iconic market town. This 2 bedroomed modern home has everything you need and is the perfect base for visiting all the local attractions Derbyshire has to offer. Right on the edge of the Peak District it boasts a 20 minute drive to Chatsworth House and many more. Along with all the wonderful bars, restaurants, gift & coffee shops all within walking distance.
FamilyLocationOutdoor spaces

Peak District Home from Home!
We welcome you to our home. In the heart of the Peak District! Perfectly located for visiting Chatsworth, Haddon Hall, Bakewell & Sheffield. Comfortably sleeping four in two double rooms with a hidden single bed under the stairs ideal for someone who doesn’t mind a little less privacy. A spacious living and dining area with doors opening out onto a patio with a Hot Tub for four people that can be hired as an add on. The house has comfy beds, boho decor & is really warm and cosy!
LocationValueWalkability

The Long Hall 2 bed ground floor annexed apartment
Long Hall has been lovingly converted into a 6-person, ground floor, annexed apartment, within a quiet housing estate, a short distance from the Peak District. Two large double bedrooms, with rainfall shower en-suites, and a large open-plan living area dining and kitchen area and a large, shared enclosed patio and garden area Long Hall suits leisure and tourist staycations, as well as trade or professional workers, who wish for a home from home. SKY Sports and Movies included
ValueFamilyCleanliness

Bridgefoot Cottage - Wild Swimming & Hot Tub
Bridgefoot is a beautiful 17th century cottage situated in the Peak District. Guests have full use of the property including a modern, fully equipped kitchen, perfect for entertaining. There is also an exceptionally comfy and cosy sitting room, equipped with 2 sofas (one of which is a double sofa bed) a log burner and a Smart TV. The master bedroom boasts a luxurious four poster bed and an ensuite bathroom. Next door is a spacious second bedroom with two comfortable single beds.
FamilyValueDecor

Peaceful hideaway Baslow Chatsworth, Peak District
Gorse Ridge End is a fresh and airy bungalow superbly situated in the beautiful village of Baslow in the heart of the stunning Peak District National Park. Within walking distance of the Chatsworth Estate, excellent village pubs, restaurants and dramatic gritstone crags and moorlands. In a peaceful village location away from the main road with private garden and plenty of off road parking, this 2 bedroom property provides a tranquil base for a couple or a family.
FamilyLocationHospitality

Hugo’s Luxury Barn
Welcome to Hugo’s Barn!! Nestled in the heart of the Peak District, Hugo’s Barn at Knabb Farm offers a luxurious and tranquil escape for couples, families, and dog lovers alike. Surrounded by stunning countryside, it’s the perfect retreat to unwind and explore the natural beauty of the region. Located just a short drive from Bakewell, Chatsworth, Matlock, and Matlock Bath, Hugo’s Barn provides a peaceful yet accessible base for your Peak District adventure.
ValueLocationNearby

The Little Lodge
Kick back and relax in this calm, stylish space. The Little Lodge is a brand new renovated annex attached to a charming Victorian Lodge from the 1800s. Situated in a picturesque and peaceful conservation area on a private road in the leafy suburb of Ranmoor Sheffield. The Little Lodge is only 15minutes away from Sheffield's main train station and sits of the foothills of South Yorkshire's famous Peak District. Ideal for a city break or a Rambler's retreat.
ValueLocationLong stay

Spacious Scandinavian style hideaway with log fire
The property is in a delightful and secluded position on the south facing side of Darley Hillside with views over the valley. The main living area is on the upper floor, accessed directly from the driveway and car-port via a hallway leading to the master bedroom and ensuite; living room with open log fire, dining area and internal balcony access to 2-storey atrium complete with spiral staircase; cloakroom; toilet, and kitchen with tree top external terrace.
ValueLocationNearby

Pear Tree Lodge with private HOT TUB and garden
Pear Tree Lodge (with private HOT TUB & south facing garden) is a private and cosy retreat in peaceful surroundings within Henry's Orchard. Your space is across two floors housing open dining, living and kitchen downstairs with KING SIZE BED and ensuite upstairs. Located close to many woodland walks, historical waypoints, pubs, amenities, attractions and transport links in and around Yorkshire and Derbyshire.
LocationValueSleep quality
Popular amenities for Chesterfield house rentals
House rentals with a pool

Charming 6-Bedroom Winster Village, Peak District
ValueFamilyHot tub

Large Modern Décor 3 Bed with Driveway & Garden
FamilyLocationAccess

28 Fentley Green

Butler's Quarters
FamilyCheck-inCondition

The Farmhouse
FamilyLocationWalkability

Haddon F'house - shared heated pool & games room
LocationFamilyCondition

The Manor House
LocationFamilyHospitality

The Granary
Weekly house rentals

Lovely house Eckington Sheffield
LocationValueSleep quality

Willow Cottage Newly renovated quaint cottage
ValueFamilyCleanliness

Cosy house with spectacular views in Matlock
ValueLocationPool

Oakdale - Our Quest retreat
FamilyValueLong stay

The Entire Coach House at Middleton Hall
FamilyLocationRiver

Quince Cottage
LocationFamilyTV

The Old Coach House. 5-star. Parking. EV charger.
LocationValueLayout

Unique & stylish converted Chapel - Peak District
FamilyLocationView
Private house rentals

The Cow Shed at Dale House Farm
LocationFamilyOutdoor spaces

Quirky Peaceful Peak District Cottage 360 view
FamilyValueWi-Fi

"The Barn” at Stoop Farm
LocationValueTV

9NQS A comfortable home in Chesterfield
LocationFamilyOutdoor spaces

Home in Chesterfield
LocationValueQuiet

Charming 18th century stone cottage
LocationFamilyWalkability

The Old Timber Store - tiny home in a village
ValueFamilyBackyard

Beautiful 19th-Century Terraced Cottage
FamilyLocationGetting around
When is the best time to visit Chesterfield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $199 NZD | $202 NZD | $207 NZD | $204 NZD | $200 NZD | $231 NZD | $200 NZD | $214 NZD | $193 NZD | $202 NZD | $188 NZD | $200 NZD |
| Avg. temp | 4°C | 5°C | 7°C | 9°C | 12°C | 15°C | 17°C | 17°C | 14°C | 11°C | 7°C | 5°C |
Destinations to explore
- Peak District National Park
- Alton Towers
- Etihad Stadium
- Chatsworth House
- Heaton Park
- Didsbury Village
- Donington Park Circuit
- Lincoln Castle
- Harewood House
- Tatton Park
- Yorkshire Wildlife Park
- Bramham Park
- Manchester Central Convention Complex
- Belvoir Castle
- Wythenshawe Park
- Temple Newsam Park
- Mam Tor
- Bowlers Exhibition Centre
- AO Arena
- Loughborough University
- Yorkshire Sculpture Park
- Meadowhall
- MediaCityUK
- Sheffield City Hall





